Unable to permanently delete any email from Outlook 2016 and OWA

I have one user that's unable to permanently delete any email from Outlook 2016 and OWA. Exchange 2013.

We have tried deleting just one message at a time and get the same error below. This use has Litigation Hold enabled.

Message received is:

Some items cannot be deleted. They were either moved or already deleted, or access was denied.

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This error may be the result of trying to delete more than 4,000 messages at one time. Outlook can delete no more than 4,000 messages when it is working with a server message store.

To avoid this error, delete fewer than 4,000 messages in a single operation.

It is also possible that you do not have the appropriate permissions to delete messages. If you need to delete content from a folder owned by someone else, contact the owner of the folder to obtain the necessary permissions, or have the owner delete the content for you.

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I have removed the Litigation Hold setting and am waiting for it to take effect... in waiting, I can delete messages from all folders and they end up in the "deleted Items" folder as they should, but then in OWA, when I delete the deleted items permanently, they seem to delete but then show up after the next refresh, back in the deleted items folder...

After disabling the users "Litigation Hold" setting, waiting about 45 mins, I was able to start deleting email from the deleted items folders. I then set the Litigation Hold to Enabled and haven't had this issue again in the past few days. I will monitor the mailbox over the coming days just to make sure but somehow that fixed the issue.

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